Panting she answered, “Oh shit Rocky, do you think that you could just fuck me? I’ll suck you if that would help you get it up!”

I slithered up her body like a serpent and when my mouth found hers I poked her in the leg with my need. She reached down and guided me and we closed and coupled. “I think I can manage that Anne.” I knew what she wanted and what I needed as well and so we danced hard and fast in a race towards a quick finish. She beat me across the line by no more than 3 humpidy bumps and I then nailed her to the bed and filled her needs with mine!

After that I don’t know what time it was but I was done and we snuggled close and slept.

Breakfast the next morning was a slightly tense meal. Both Anne and Cynthia were a little nervous and Al was in high form relishing what was coming. She loved enema virgins more than anything and knew that both Anne and Cynthia had only childhood experiences with them. She also was looking forward to Anne’s welcome. Jack was supposed to get off early so she could be here to share the welcome. Al seemed to be especially excited about having both me and Anne to play with together. Cynthia kept looking at me and I could tell that she was worried that I was going to do something harsh to her. I knew what I wanted from her though. She had a wide and very womanly ass and I planned of making some serious love to it. I have to admit, I was pretty excited about helping with the enemas. I had almost no experience giving other than a little play with Al. She let me give her a couple of slow gentle ones on most Sundays…after her and Mom have hosed me out from one end to the other.

On a side note! The relationship between Al and my Mom was strange. I think Al enjoyed my Mom’s plain, quiet and earthy nature as compared to the outgoing excess of Mama Millia. I think Mom was lonely for female companionship…Anyway there were times when I felt like she was growing closer to Al as she let me go. I came home from school one day tired from studying late and then taking tests all day. Mom had a bunch of questions and I guess I snapped at her. The next thing I know I hear her on the phone with Al asking if she would like to come and help adjust my attitude. Al was there in 5 minutes. As soon as she was in the door she went straight to Mom and hugged her. Then they turned to me and suddenly they seemed to have a wonderful time deciding my fate. Al whipped me with my own belt then turned me over to Mom who used her brush. When she was done I was sent to the corner in the bathroom where they prepared and then went after the source of my ill temper with several hot, fast and large enemas. When at last they were done I was HAPPY to be sent to bed without my supper. I had been in bed for no more than twenty minutes when the door opened and Al and Mom came in. Al had a hand full of gloves and the KY! “Since you haven’t been over this week Mom and I decided that your problem along with tension and constipation may be pressure build up. We are going to see to that now and expect you to be in a good mood tomorrow! I am going to teach your Mom how to milk you.”

I moaned, Milking was one of the strange treats that Al had insisted on because of my high sex drive and output. It wasn’t sex but it was close and it left me feeling like I had had sex without me ever exactly cumming!

I was made to get up on my hands and knees and Al put a bowl under me. She put on a glove and soon had two fingers in my ass making me moan as she forced my prostate to “express” itself out into the bowl by long slow gentle massage. After about 15 minutes she let Mom do it and guided her though the method and amount that was needed to accomplish the job. When the bowl was sufficiently dripped in, Al took back over and in about two minutes forced me to cum and then declared that I was done. It was strange to say the very least. A week later Al had to go out of town for a seminar and she ordered me to obey my Mom and asked my Mom to watch me closely and make sure that I had a BM every day and to please milk me every other day after enemas!!!! BRRRRRR!!! I complained to Al when she came back and she spanked me and took me to my Mom for the same and enemas and milking. Al told me right in front of my Mom that I was to accept ANY treatment she and my Mom felt I needed or pay the consequences.

After breakfast Anne and Cynthia tossed a coin to see who got it first. A few minutes later Cynthia was naked, on her back and I was lubricating her while Al made a three quart soapy enema for her. Cynthia’s ass was tight and she resisted it slightly at first but once I was in she immediately changed her tone. I was watching and as my finger passed fully into her, her eyes dilated and she had what I think might have been a small orgasm! I was gentle but added a second finger and more lubricant. She closed her eyes and her moans were not at all whinny!

“Ok, Rocky is she ready for her enemas.” Al asked as she rolled the IV stand to the table. They were getting their enemas on the exam table.

“Yes Ma’am I think she is ready.” I eased out, stepped aside and removed the glove. I stood on one side and Anne on the other as Al placed the nozzle and started the enema. Cynthia’s eyes popped open and her mouth made a shocked oh.

I took her hand and squeezed it. After that she looked mostly at me and I tried to comfort her as best possible. Three quarts is a big enema for someone with no experience and she began to cry a little after half the bag was in.

She looked up at me and begged, “Please, I can’t take it! Tell her please. You can do ANYTHING to me if only you can get her to stop!”

“I looked up at Al sadness in my face. She leaned forward to Cynthia and told her as she closed the clamp. “I will let you go and expel but you have to take another to make up for not finishing this one before we can start your rinses.”

She agreed and Al told me to take her to the toilet. I followed her, removed the nozzle and held her as she cried and released. The problem was apparent. When she was done I took her back to the table and helped her into place.

“I think she is constipated Al. You may need to aim for a more thorough but less rigorous cleaning.” I told Al softly.

Al looked at Cynthia, “When was the last time you went Cynthia?”

“It’s been several days! I was so excited about this and…well…when I get excited it often sort of plugs me up.”

“You should have told me dear.” Al told her gently. “We will start over and if you have problems with it again I will do a deep oil implant first and then we will go for enemas till clear with smaller enemas. OK?”

“Yes Ma’am, I’m sorry.”

“You should be I ought to spank you for not telling me but I’m saving myself for Anne.”

I again prepared her and again her reaction was very positive. She looked up at me and with her mouth open obviously had another orgasm as I worked two fingers in and out of her ass. I didn’t think I would have much trouble getting into her ass later!

I held her hand again as the enema was started and she thanked me for my help. She struggled a little with it this time but it was a big enema. With some tummy massage and a little panting and she made it. The hold brought her to tears but when I took her to the bathroom they became tears of happiness as she released and I held her.

I could sense that Al was a little peeved with Cynthia. Not wanting her to be unhappy I kissed her and whispered in her ear that I thought she could run this one in pretty fast and Cynthia could take it. I lubricated Cynthia while Al was making the enema and told her that if she could take this one nonstop I thought it might be enough. I massaged her tummy from beginning to end and she took it fast and amazingly without cramps. After she had gone to the bathroom and emptied we returned to find Anne bent over the side of the table waiting for our return.

Al had a cane and she delivered 20 harsh cuts to Anne’s ass while Anne moaned and finally after 13 strokes tears and sobs. When that was done Al took her off to her room and Cynthia and I adjourned to my room. Cynthia was like a cat in heat and all over me. I finally pulled her into a tight embrace and told her that it was time for me to introduce her to the pleasures of anal sex. She was shaking but grinning as she nodded.

I lay her on her back and first made slow love to her with my mouth. Then my fingers became involved and searched out her depths in both of her warm spots. She came when I pressed two fingers into her ass and then begged me to do her now. Holding her legs up I snuggled up to her ass and after some serious lubrication we worked together to make the joining work. She was so excited that it was hard to keep her from rushing. I wanted her to be ready and unharmed so that once I started that I could THEN be as rough as I wished. Once I was fully seated I looked down at her and she just looked up at me and said, “Please!”

I eased out and back in a couple of times to insure that she was ready and then said fuck it and went all out. She wasn’t kidding about wanting it. She came and came until she was a limp doll and she still moaned for me to do her harder! I finally came in a huge gush and her eyes popped open wide as she felt my hot seed splash into her rectum. When I finally finished and slipped from her she smiled beatifically and actually thanked me.

“I have always wanted to do it Rocky but was afraid that if I asked for it the guy would think I was…a slut or something. It was even better than I had hoped!” She looked up at me shyly. “If I let you rest for a while do you think maybe you could do me again?”

“I’m certain of it!” I got up and returned shortly to clean her up. I even brought an 8oz bulb syringe and a bed pan. She was a little upset but after I had her cleaned up and well prepared with my tongue she relaxed and I rinsed her out with the bulb. After she expelled I washed her clean and dried her before taking the stuff back to the bathroom.

When I returned I crawled up between her thighs and since she offered no resistance I settled there for a slow and very pleasant pussy licking. I tried not to over excite her but also kept her juices at a slow boil. I KNEW that I wasn’t going to be long in recovering and planned on several visits more. She was in the midst of cumming when I slid up her body and impaled her again. Her wet and slippery pussy took me in a single stroke and her eyes bugged out as she busted her rocks when I slammed to bottom. After a dozen strokes I flipped her over and then filled her ass with my fingers while I finished her off with my conventional fuck. When she seemed to have got all she was giving that way I poured the KY on her ass and on one of my vaginal outstroke I changed holes. She shrieked but I was careful and only partially pierced her. She realized that she didn’t have it all and pushed back to rectify that. This led to a raucously rough period that ended when we finally crammed ourselves together as hard as we could and I gushed into her ass again.

We slowly separated and I fell beside her and held her close while we both tried to catch our breaths. I panted and grinned at her, “Do you think you can handle one more go a little later?”

“I don’t care how I walk or how long I walk that way; if you can go again I want it!” She gasped back to me.

“Come on! Let’s go soak in the whirlpool for a while!” I helped her up and to the big tub. We snuggled and let the warm waters wash away our aches and pains.

Cynthia played with me and smiled widely when I showed signs of life after about a half hour. I eased down in the tub and she straddled me. She managed to take me into her ass while facing me and she slowly worked at making me a happy camper with slow long strokes. I suddenly had an idea and lifted her off. She has an adorable pouty face!!

“Remember, You promised that I could have what I wanted!” I reminded her and she nodded. “Then I need you to get out and after we are dried off go back to the bed. I will be with you in a little while. I want you bent over the end of the bed with your legs spread and your face buried in a pillow with your eyes closed! OK?”

“Yes Sir!” She answered.